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New Release: The Gorilla Guide to…® Stopping the Misdelivery of Sensitive Emails!

An enormous number of cyberattacks—whether ransomware or stolen credentials or injected malware—start with an email breach. A technology more than 40 years old, email exposes organizations to huge vulnerabilities that become more and more obvious as our digital environment grows in complexity and sophistication.

Stopping the Misdelivery of Sensitive Emails pinpoints a key weakness of email: when a file full of corporate secrets or private information is sent, all the company’s authentication and access rules fall away. An attacker who can persuade an employee to send a sensitive file has full access to its contents.

In addition, many mailers (not just Outlook, the focus of this report) use autocomplete to insert the email address they think you want after you type a couple of characters. Email is often sent to the wrong “John” (see Figure 1), with results ranging from embarrassment to an expensive violation of the European General Data Protection Regulation (GDPR).

Catching all these problems is complex, because any tool that intervenes must recognize what is sensitive (such as personal data), and then whether the email is going to an email address not authorized to get that data. Stopping the Misdelivery of Sensitive Emails alerts you to what makes email vulnerable and how VIPRE SafeSend addresses the risks.

Inside the Guide

Gorilla Guides make learning and discovery approachable and easy, and they take the guesswork out of navigating complicated IT technologies. Written by an industry expert, and brought to you by VIPRE, this resource is packed full of trusted information about protecting your assets from unwanted exposure through email!

Download the book and learn all about:

  • Types of Attacks on Email
  • How Outlook Handles Email Addresses
  • Special Security Needs of Large Organizations

Table of Contents


The Problem with Outlook Auto-Complete

Addressing Misaddressed Email

Boosting Employee Awareness

Avoiding Email Accidents

Email Solution with Audit Trail and GDPR Compliance

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About the Author

Ed Tittel is a 30-plus year veteran of the IT industry who writes regularly about cloud computing, networking, security, and Windows topics. Perhaps best known as the creator of the Exam Cram series of certification prep books in the late 1990s, Ed writes and blogs regularly for, TechTarget, ComputerWorld, and other sites. For more information about Ed, including a resume and list of publications, please visit


VIPRE Security Group, a part of J2 Global, is an award-winning global cybersecurity, privacy and data protection company that protects millions of consumers and businesses around the world. VIPRE uses machine learning, real-time behavior monitoring, and one of the world’s largest threat intelligence clouds to quickly eliminate emerging threats.

Download the guide here!